tert-butyl N-[10-(methanesulfonylsulfanyl)decyl]carbamate

• ChemBase ID: 162477
• Molecular Formular: C16H33NO4S2
• Molecular Mass: 367.56752
• Monoisotopic Mass: 367.18510054
• SMILES: N(CCCCCCCCCCSS(=O)(=O)C)C(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NCCCCCCCCCCSS(=O)(=O)C
• InChI: InChI=1S/C16H33NO4S2/c1-16(2,3)21-15(18)17-13-11-9-7-5-6-8-10-12-14-22-23(4,19)20/h5-14H2,1-4H3,(H,17,18)
• InChIKey: WLAWWPQKFLRMQX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[10-(methanesulfonylsulfanyl)decyl]carbamate
• IUPAC Traditional name: tert-butyl N-[10-(methanesulfonylsulfanyl)decyl]carbamate
• Synonyms: Methanesulfonothioic Acid S-[10-[[(1,1-Dimethylethoxy)carbonyl]amino]decyl] Ester; 10-(t-Boc-amino)-1-decylmethanethiosulfonate

Database IDs

• CAS Number: 1216932-86-3
• PubChem SID: 162256612
• PubChem CID: 57369133

CALCULATED PROPERTIES

• Acid pKa: 16.170292
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.8523793
• LogD (pH = 7.4): 3.8523793
• Log P: 3.8523793
• Molar Refractivity: 97.4515 cm^3
• Polarizability: 39.4249 Å^3
• Polar Surface Area: 72.47 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - B617875

Reacts specifically and rapidly with thiols to form mixed disulfides.

REFERENCES

• Xu, M. & Akabus, M.H.: J. Biol. Chem., 268, 21505 (1993)
• Duhten, R.L., et al.: Biochemistry, 32, 3139 (1993)
• Yang, N. et al.: Neuron, 16, 113 (1993)
• Kuner, T. et al.: Neuron, 17, 343 (1993)
• Mascia, M.P., et al.: PNAS, 97, 16, 9305 (2000)